TDBzcholine is a diazirine analog of acetylcholine that can be used to label the nicotinic acetylcholine receptor.

TDBzcholine
Names
IUPAC name
4-[(3-Trifluoromethyl)-3H-diazirin-3-yl]benzoylcholine
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C14H17F3N3O2/c1-20(2,3)8-9-22-12(21)10-4-6-11(7-5-10)13(18-19-13)14(15,16)17/h4-7H,8-9H2,1-3H3/q+1
    Key: IQGNIBHYFCIEEE-UHFFFAOYSA-N
  • C[N+](C)(C)CCOC(C1=CC=C(C2(C(F)(F)F)N=N2)C=C1)=O
Properties
C14H17F3N3O2+1
Molar mass 316.304 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Mechanism of action

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TDBzcholine is able to bind to the nicotinic acetylcholine receptor. Once TDBzcholine is bound to the receptor, TDBzcholine can be activated by exposing the sample to UV light. This led to formation of a highly reactive carbene radical that can react with amino acid residues in the receptor and become covalently bound to the receptor.[1]

See also

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References

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  1. ^ "Pharmacology of cell excitation". Biochemical Pharmacology Lecture Notes.